Chiral Covalent Organic Framework Materials Used As Stationary Phases In High Performance Liquid Chromatography

Covalent organic framework materials(COFs)show good application prospects in the field of separation because of their permanent porosity and adjustable structure.In this thesis,three chiral covalent organic framework materials(CCOFs)were synthesized by solvothermal synthesis,and their chiral resolution properties were studied by using three CCOFs as chiral stationary phases for high performance liquid chromatography.The main contents are as follows:(1)A chiral porous material CCOF17 with high crystallinity and porosity and high chemical stability in strong acids and bases was synthesized from(R,R)-BINOL~2-C and 1,4-phenylenediacetonitrile.The CCOF17 chiral stationary phase was prepared by"the wrapped in net method"and made into chiral column of high performance liquid chromatography.Sixteen chiral compounds and eight benzene positional isomers were successfully separated.(2)An achiral COFs(Tp BD-(NO₂)₂)was synthesized by the reaction of1,3,5-triformylphloroglucinol(Tp)with 3,3'-dinitrobenzidine(DNB),and then it was reduced and chiral modified with D-(-)-?-Phenylglycine to obtain a chiral COFs material Tp BD-(NH₂)₂-D-(-)-?-Phenylglycine.The Tp BD-(NH₂)₂-D-(-)-?-Phenyl-glycine chiral stationary phase was also prepared by"the wrapped in net method".This chiral column successfully separated thirteen racemates and five benzene positional isomers in high performance liquid chromatography.(3)With above similar research way,we prepared the Tp Pa-NH₂-D-(-)-?-Phenylglycine chiral stationary phase.The resolutions of eleven chiral compounds and seven benzene positional isomers were obtained on the chiral column of high performance liquid chromatography.